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6-chlorotetrazolo[5,1-a]phthalazine is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

52494-54-9

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52494-54-9 Usage

Structure

Phthalazine ring with a chloro group and a tetrazolo group attached

Usage

Organic synthesis, drug design

Pharmacological Properties

Studied for anticonvulsant, anti-tumor activity, and treatment of neurodegenerative diseases

Target for Research

Medicinal chemistry and drug development

Check Digit Verification of cas no

The CAS Registry Mumber 52494-54-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,4,9 and 4 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 52494-54:
(7*5)+(6*2)+(5*4)+(4*9)+(3*4)+(2*5)+(1*4)=129
129 % 10 = 9
So 52494-54-9 is a valid CAS Registry Number.

52494-54-9Relevant academic research and scientific papers

Synthesis and positive inotropic evaluation of [1,2,4]triazolo[3,4-a] phthalazine and tetrazolo[5,1-a]phthalazine derivatives bearing substituted piperazine moieties

Ma, Long-Xu,Cui, Bai-Ri,Wu, Yan,Liu, Jia-Chun,Cui, Xun,Liu, Li-Ping,Piao, Hu-Ri

, p. 1737 - 1741 (2014/04/17)

Four series of [1,2,4]triazolo[3,4-a]phthalazine and tetrazolo[5,1-a] phthalazine derivatives bearing substituted piperazine moieties were synthesized and evaluated for their positive inotropic activity by measuring the left atrium stroke volume in isolated rabbit-heart preparations. Several compounds were developed and showed favorable activities compared to the standard drug milrinone, with (4-([1,2,4]triazolo[3,4-a]phthalazin-6-yl)piperazin-1-yl)(p- tolyl)methanone (5g) being identified as the most potent with an increased stroke volume of 19.15 ± 0.22% (milrinone: 2.46 ± 0.07%) at a concentration of 3 × 10-5 M. A preliminary study of mechanism of action revealed that 5g displayed its positive inotropic effect may be related to the PDE-cAMP-PKA signaling pathway. Compounds exhibiting inotropic effects were also evaluated in terms of the chronotropic effects.

Synthesis and biological evaluation of [1,2,4]triazolo[3,4-a]phthalazine and tetrazolo[5,1-a]phthalazine derivatives bearing substituted benzylpiperazine moieties as positive inotropic agents

Wu, Yan,Sun, Liang-Peng,Ma, Long-Xu,Che, Jian,Song, Ming-Xia,Cui, Xun,Piao, Hu-Ri

, p. 591 - 599 (2013/06/27)

Two series of [1,2,4]triazolo[3,4-a]phthalazine and tetrazolo[5,1-a]phthalazine derivatives bearing substituted benzylpiperazine moieties have been synthesized and evaluated for their positive inotropic activity by measuring left atrium stroke volume on isolated rabbit heart preparations. The majority of the derivatives exhibited better in vitro activity than the existing drug, milrinone, and 6-((4-(4-methoxyphenyl)piperazin-1-yl)methyl)tetrazolo[5,1-a]phthalazine. 8 m in particular was identified as the most potent with an increased stroke volume of 12.02 ± 0.20% (milrinone: 2.46 ± 0.07%) at a concentration of 3 × 10-5 m. The chronotropic effects of the compounds that exhibited good potency were also evaluated.

Synthesis and anticonvulsant activity evaluation of 6-substituted-[1,2,4] triazolo[3,4-a](tetrazolo[5,1-a])phthalazine derivatives

Bian, Ming,Deng, Xian-Qing,Gong, Guo-Hua,Wei, Cheng-Xi,Quan, Zhe-Shan

, p. 792 - 800 (2013/07/26)

With the aim of finding new anticonvulsant drugs, new 6-substituted-[1,2,4] triazolo[3,4-a] (tetrazolo[5,1-a]) phthalazine derivatives (1-34) have been designed and synthesized. All the compounds were evaluated for their anticonvulsant activities using the maximal electroshock test (MES). Most of the synthesized compounds exhibited potent anticonvulsant activities in the MES. The most promising compound 14 showed significant anticonvulsant activity in MES test with ED50 value of 9.3 mg/kg. It displayed a wide margin of safety with protective index much higher than the standard drug Carbamazepine. And the potency of compound 14 against seizures induced by Pentylenetetrazole, Isoniazid, Thiosemicarbazide and 3-Mercaptopropionic acid in the chemical-induced seizure tests suggested that compound 14 displayed wide spectrum of activity in several models.

Synthesis and primary anticonvulsant activity evaluation of 6-alkyoxyl-tetrazolo[5,1-a]phthalazine derivatives

Sun, Xian-Yu,Wei, Cheng-Xi,Deng, Xian-Qing,Sun, Zhi-Gang,Quan, Zhe-Shan

experimental part, p. 289 - 292 (2011/09/20)

A new series of 6-alkyoxyl-tetrazolo[5,1-a] phthalazine derivatives (4 a-4 o) were synthesized as potential anticonvulsant agents. Anticonvulsant activity was evaluated by the maximal electroshock (MES) test. Neurotoxicity was evaluated by the rotarod neurotoxicity test. The pharmacological results showed that 6-(4-chlorophenyoxyl)-tetrazolo[5,1-a]phthalazine (4 m) was the most potent agent, with a median effective dose (ED50) of 6.8 mg/kg and a median neurotoxic dose (TD50) of 456.4 mg/kg. The protective index (PI = TD50/ED50) for compound 4m was 67.1, which was significantly higher than that for the reference drug carbamazepine (PI = 6.4). ECV Editio Cantor Verlag.

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